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G115000

Sigma-Aldrich

DMT-dG(dmf) Phosphoramidite

≥99.0% (reversed phase HPLC)

Synonym(s):

DMT-dG(dmf) Amidite, N-[(dimethylamino)methylene]-5′-O-[bis(4-methoxyphenyl)phenylmethyl]-2′-deoxyguanosine, 3′-[2-cyanoethyl N,N-bis(1-methylethyl)phosphoramidite], N2-Dimethylformamidine-5′-O-(4,4′-dimethoxytrityl)-2′-deoxyguanosine-3′-O-[O-(2-cyanoethyl)-N,N′-diisopropylphosphoramidite]

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About This Item

Empirical Formula (Hill Notation):
C43H53N8O7P
CAS Number:
Molecular Weight:
824.90
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.51

type

for DNA synthesis

Quality Level

product line

Proligo Reagents

Assay

≥99% (31P-NMR)
≥99.0% (reversed phase HPLC)

form

powder

mol wt

824.90 g/mol

technique(s)

oligo synthesis: suitable

color

white to off-white

λ

conforms (UV/VIS Identity)

nucleoside profile

base: deoxyguanosine
base protecting group: DMF
2' protecting group: none
5' protecting group: DMT
deprotection: fast

storage temp.

-10 to -25°C

SMILES string

COc1ccc(cc1)C(OC[C@H]2O[C@H](C[C@@H]2OP(OCCC#N)N(C(C)C)C(C)C)n3cnc4C(=O)NC(\N=C/N(C)C)=Nc34)(c5ccccc5)c6ccc(OC)cc6

InChI

1S/C43H53N8O7P/c1-29(2)51(30(3)4)59(56-24-12-23-44)58-36-25-38(50-28-45-39-40(50)47-42(48-41(39)52)46-27-49(5)6)57-37(36)26-55-43(31-13-10-9-11-14-31,32-15-19-34(53-7)20-16-32)33-17-21-35(54-8)22-18-33/h9-11,13-22,27-30,36-38H,12,24-26H2,1-8H3,(H,47,48,52)/b46-27-/t36-,37+,38+,59?/m0/s1

InChI key

YRQAXTCBMPFGAN-UJASEYITSA-N

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General description

DMT-dG(dmf) Phosphoramidite belongs to fast deprotection phosphoramidites where the deprotection step of automated oligonucleotide synthesis is integral to synthesis time and final product quality. Changing the dG protecting group to the dimethylformamidine (dmf) baseprotecting group enables the rapid synthesis of high-purity, high-yield oligonucleotide, thus increasing the efficiency of high-throughput production.

Features and Benefits

Key Features of dG(dmf):
  • dG(dmf) is deprotected faster than the conventional dG(ib): the deprotection time in concentrated ammonia is reduced to 2 hours at 55 °C or 1 hour at 65 °C
  • The dG(dmf)-monomer is especially suitable for G-rich sequences: incomplete deprotection is greatly reduced in comparison with the conventional dG(ib)-monomer
  • dG(dmf)-phosphoramidite is as stable in solution as the standard dA(bz)-, dC(bz)- and dT-phosphoramidites
  • dG(dmf)-phosphoramidite can directly substitute for dG(ib)-phosphoramidite
  • No change is required in the reagents commonly used for DNA synthesis (Except a low concentration iodine oxidizer i.e., 0.02 M in iodine, should be employed)

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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